Concept explainers
Interpretation: The compound
Concept introduction: The electron withdrawing or electron releasing groups have a significant role in the activation and deactivation of benzene rings during an electrophilic aromatic substitution reaction. An electron withdrawing group deactivates the benzene rings by reducing the electron density on the rings.The electrophilic groups tend to accept or withdraw the electrons from the rest of the compound.The deactivating groups are those groups that tend to withdraw the electron density from the benzene ring and decrease the overall
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Chapter 19 Solutions
ORGANIC CHEMISTRY
- When the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.50 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%yield? Express your answer in grams to three significant figures.arrow_forwardConsider the following: Why is the oxygen atom selectively protonated? A) Oxygen is less electronegative than nitrogen. B) The six-membered ring becomes aromatic when protonated. C) Oxygen is a better electrophile. D) Better stabilization by resonance.arrow_forward
- 4) Provide the starting materials for the following reactions. a) b) c) HBr 0 °C H₂O, H₂SO4 NaOH (2 equivalents) H₂O, 55 °C OH Brarrow_forwardHh.183.arrow_forwardCH3 CH3 H cyclopentamine The synthesis of cyclopentamine, an amphetamine-like central nervous system stimulant, from materials of five carbons or fewer involves several steps, one of which is shown below. Draw the structure(s) of the major organic product(s) of the following reaction: Mg, dry ether Br productarrow_forward
- The following molecule belongs to a class of compounds called enediols; each carbon of the double bond carries an-OH group. Draw structural formulas for the a-hydroxyketone and the a-hydroxyaldehyde with which this enediol is in equilibrium. CH-OH a-Hydroxyaldehyde = C-OH= a -Hydroxyketone ČH3 An enediolarrow_forwardDiazomethane, CH2N2, is used in the organic chemistry laboratory despite its danger because it produces very high yields and is selective for reaction with carboxylic acids. Write the products of the following reactions.arrow_forwardDiazomethane, CH2N2, is used in the organic chemistry laboratory despite its danger because it produces very high yields and is selective for reaction with carboxylic acids. Write the products of the following reactions.arrow_forward
- Which compound engages in an acid-base reaction with water? = HC HU HC C H A A NH₂ CH B Both A and B Neither A nor B CH 11 HC=CH CH H HC=C HC <=C UH B CH₂ CH HC=CH CHarrow_forwardWhat reactions and reagents can be used to make phenol from benzene if electrophilic aromatic substitution reactions are excluded and benzene is the only source of carbon?arrow_forwardOxidation of aldehyde results in carboxylic aciid in a reaction similar to this: Draw the chemicals that form when the following chemicals are oxidized: a) 3-Chloropropanal b) methanalarrow_forward
- Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning